Hotels in Chestertown
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Top Rated Chestertown Hotels

Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
Free Cancellation
Reserve now, pay when you stay
0.64 mi from city center
$102 nightly
The price is $113 total per night
$113 total
Feb 1 - Feb 2
Total with taxes and fees
Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
$64 nightly
The price is $74 total per night
$74 total
Jan 18 - Jan 19
Total with taxes and fees
Guests of La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh enjoy a gym, free WiFi in public areas, and a business center. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with securing valuables and concierge services. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.

Pendry Baltimore
1715 Thames St. Baltimore MD
Free Cancellation
Reserve now, pay when you stay
28.3 mi from city center
$351 nightly
The price is $412 total per night
$412 total
Jan 29 - Jan 30
Total with taxes and fees
Guests of Pendry Baltimore enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 65 per night if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for USD 108.39 per vehicle one-way. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a business center, a seasonal outdoor pool, and a terrace.

Hilton Garden Inn Baltimore/White Marsh
5015 Campbell Boulevard Baltimore MD
Free Cancellation
Reserve now, pay when you stay
23.36 mi from city center
$105 nightly
The price is $122 total per night
$122 total
Jan 18 - Jan 19
Total with taxes and fees
At Hilton Garden Inn Baltimore/White Marsh, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Other amenities at this family-friendly hotel include meeting rooms, a conference center, and a 24-hour business center.

Historic Inns of Annapolis
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
$169 nightly
The price is $193 total per night
$193 total
Jan 8 - Jan 9
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi

Best Western Plus Hotel & Conference Center
5625 O'Donnell Street Baltimore MD
Free Cancellation
Reserve now, pay when you stay
25.92 mi from city center
$98 nightly
The price is $115 total per night
$115 total
Jan 18 - Jan 19
Total with taxes and fees
Guests of Best Western Plus Hotel & Conference Center have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking and a cruise ship terminal shuttle. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a hot tub, meeting rooms, and a conference center.
Pool
Hot Tub

Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
27.95 mi from city center
$219 nightly
The price is $250 total per night
$250 total
Jan 11 - Jan 12
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection offers a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 39 per day. The 24-hour front desk has staff standing by to help with concierge services, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, conference space, and a 24-hour business center.

Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$57 nightly
The price is $64 total per night
$64 total
Jan 8 - Jan 9
Total with taxes and fees
Guests of Quality Inn & Suites Bel Air I-95 Exit 77A have access to free WiFi in public areas. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests.
Breakfast included
Parking included

Hampton Inn & Suites Edgewood/Aberdeen-South
2110 Emmorton Park Rd Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.73 mi from city center
$81 nightly
The price is $91 total per night
$91 total
Jan 13 - Jan 14
Total with taxes and fees
At Hampton Inn & Suites Edgewood/Aberdeen-South, guests have access to a gym, free WiFi in public areas, and meeting rooms. Free parking is available if you drive. Multilingual staff at the front desk are standing by 24/7 to help with access to locker space, dry cleaning/laundry, and luggage storage. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.

Americas Best Value Inn Edgewood
1709 Edgewood Road Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.53 mi from city center
$51 nightly
The price is $57 total per night
$57 total
Jan 8 - Jan 9
Total with taxes and fees
Guests staying at Americas Best Value Inn Edgewood enjoy free WiFi in public areas, laundry facilities, and a vending machine. A stay here includes free parking. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations.

WoodSpring Suites Baltimore White Marsh - Nottingham
4985 Mercantile Road Baltimore MD
Free Cancellation
Reserve now, pay when you stay
23.32 mi from city center
$75 nightly
The price is $87 total per night
$87 total
Jan 8 - Jan 9
Total with taxes and fees
Guests of WoodSpring Suites Baltimore White Marsh - Nottingham enjoy features like a gym, free WiFi in public areas, and express check-out. A stay here includes free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include laundry facilities, a convenience store, and a vending machine.

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
2112b Emmorton Park Rd Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$67 nightly
The price is $75 total per night
$75 total
Jan 12 - Jan 13
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, guests have access to free WiFi in public areas, coffee in a common area, and laundry facilities. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cheap Chestertown hotels options

Driftwood Inn
609 Washington Avenue Chestertown MD
5/10 (175 reviews)

Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
$102 nightly
The price is $113 total per night from Feb 1 to Feb 2
$113 total
Feb 1 - Feb 2
Total with taxes and fees
8.4/10 Very Good! (863 reviews)
Where should you stay in Chestertown?
What are some of the best hotels to stay with the kids in Chestertown?
Book one of these hotels for you and the kids in Chestertown. Comfort Inn & Suites Chestertown is a hotel offering free parking, free full breakfast, and laundry facilities. You and your family can also consider Red Roof Inn & Suites Chestertown, a hotel offering free parking, laundry facilities, and free WiFi.
What are the best hotels in central Chestertown?
These are some of the most popular hotels in the center of Chestertown:
- Comfort Inn & Suites Chestertown is a hotel offering free breakfast, free WiFi, and free parking.
- Red Roof Inn & Suites Chestertown is a hotel offering free WiFi, free parking, and flat-screen TVs.
Close to central Chestertown, you'll find interesting places to visit like Historical Society of Kent County Maryland.
Chestertown hotels essential information
Accommodation | 1,084 hotels |
|---|---|
Lowest Price | $57 |
Highest Price | $412 |
Popular hotels | Comfort Inn & Suites Chestertown, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Pendry Baltimore, Hilton Garden Inn Baltimore/White Marsh, Historic Inns of Annapolis, Best Western Plus Hotel & Conference Center, Annapolis Waterfront Hotel, Autograph Collection, Quality Inn & Suites Bel Air I-95 Exit 77A, Hampton Inn & Suites Edgewood/Aberdeen-South, Americas Best Value Inn Edgewood, WoodSpring Suites Baltimore White Marsh - Nottingham, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A |
Recent Reviews

Best Western Plus Hotel & Conference Center
5/5 Excellent
"Front desk staff and breakfast staff"
A verified traveler stayed at Best Western Plus Hotel & Conference Center
Posted 2 days ago
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